And so, I shopped sales and stretched some dollars. If you can still find them, leftover fall/winter stuff can be purchased at a great price near the end of the summer... and that's what I did. I also took advantage of some back to school sales and got a couple pairs of jeans for $20 each. (And they were a size smaller than I expected them to be thankyouverymuch!)
Then, I hit just about every store in town, looking for shirts that would "do". I really had very little choice in colour or style at that price. They aren't fancy, but they were $10 or less and they fit me.
I threw my new favourite necklace on top of the pile because it goes with every single one of those shirts - almost looks like it was made to match each one exactly... except you can't tell that in the picture. So, take my word for it: the necklace goes with each one of those shirts. And, it (or maybe a scarf or two) will be worn frequently in Italy, to class up my $10 solid colour t-shirts.
I also got a fleece jacket, which is more for wearing around the house than to take on the trip. I didn't realize until I got home that the arms are a little longer than usual, and there are slits cut into the cuffs.
As somebody who grew up being told constantly to pull my hands out of my sleeves, I don't know if I should cheer about this little fashion statement, or begrudge its late arrival.
All in all, though, I think that two pairs of jeans, 5 T-shirts and a hoody's not too shabby for (just under) $100.